Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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Wailea Ekahi 54C: Best View/New Kitchen

Reviews (40)

Our Family owns 2 - Two bedroom units above and below each other in Ekahi Village. This is perfect for large Family vacations or groups of friends traveling together. Be together, but still enjoy your own comfortable bedroom and bathroom. DEAL FOR THE YEAR: The main...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Kauai Oceanfront Condo Princeville, Pali Ke Kua 218, Best views, End unit

Reviews (83)

Beautiful Princeville Pali Ke Kua condo perched on a cliff overlooking Bali Hai, with unobstructed views of the ocean, sunsets, waterfalls, and rainbows. Turtles can be seen swimming in the cove below. December through April whales can be seen on their journey to and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Orchid Guest house - Harmony in Paradise On Tropical Acre

Reviews (63)

•The "Orchid" accommodation (Guest house) can sleep up to four guests. It has two spacious and private rooms, each with its own closet and locked door for privacy, separated from each other by a bathroom with a large walk-in shower. The Guest house is equipped with a...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Keaau, Hawaii

Infinity-edge Pool, Spa, BBQ, Fire-Pit, Ocean Views! HOSTED ~ Hale Laule'a

Reviews (29)

Summary:Hale Laule'a, an Island Style Beach Hosted Property with (2) separate dwellings, is located on the Kohala Gold Coast of the Big Island. In the main residence that guests stay in, there is air conditioning throughout this 4 bedroom, 3 bath home situated on nearly...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waimea, Hawaii

North Shore Condo Rental at Kuilima

Reviews (180)

Relax to swaying palms, stunning seas and a tropical breeze! You deserve it! Step right out the lanai onto fairway one of the Fazio golf course. Swaying Palms is an end unit, situated within the complex to provide lots of natural light, privacy, and a more spacious...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Kuilima West Estates 198B

Reviews (72)

Surf's up on the North Shore and our condo is ithe perfect place to Hang Ten! You'll appreciate the attention to detail, modern amenities and the chic, decor when you escape to our Surfer's Paradise. Our location provides easy access to the surrounding amenities, and we...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D

Reviews (46)

As you wake up in the morning, take in the beautiful view with the cool ocean breeze. Sit on the balcony with a refreshing drink as you appreciate the magical Maui sunsets. Vaulted ceilings. Granite countertops. Spacious bathrooms. Open concept. Large glass sliding...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Professionally Decorated, Beachfront, Double Unit on the 18th floor.

Reviews (19)

Famed COLONY SURF condo on Oahu's 'Gold Coast' on the Diamond Head end of Waikiki. This romantic get-a-way is perfect for an unforgettable Hawaiian vacation. An extra large DIRECT OCEANFRONT 1,440 sq' condo with a 25' long panel of windows in the living room and 12' of...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Spectacular Lakeside, Bali Hai Mountain View, Fairway Home

Reviews (94)

Welcome to Hale Mahina! Long hidden as a luxury private residence, this Princeville pearl is now yours to enjoy. All one level, Hale Mahina offers unobstructed expansive views of the bejeweled Nanolokama Mountains and Bali Hai across the lake and the world renowned...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

Stunning Kaimupulehu Grand Estate Hualalai

Reviews (12)

This “Over-the-Top” estate is a resort within a resort! Guests often choose to Opt Out of paying the resort fees and enjoy this quiet retreat without the hustle and bustle of the resort activity. Beautiful infinity pool with sandy beach!Flexible check-in / check-out...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

Welcome to the Beauty that is Mauna Lani Fairways Unit 1301!

Reviews (4)

Welcome to our beautifully decorated and well appointed, two bedroom, two full bath, air-conditioned townhome, unit 1301. We have endeavored to include as many amenities that we can in order to provide everything you need to enjoy your well deserved vacation. A...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kamuela, Hawaii

Kahaluu Bay Across from Snorkel Beach - Awesome Ocean View

Reviews (133)

Ideally located just across the beach from Kahalu'u Beach Park. This is a great place to stay if you like to snorkel, surf and swim. If not, it is close to everything else.Easily accessible, convenient and with good under water scenery, Kahalu'u Bay is the most user...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Guaranteed 2024 Thanksgiving, Christmas & New Years Weeks In Maui, Westin Villas

Reviews (9)

**Please email me to inquire about dates before submitting a reservation request**** Guaranteed Dates and Current Inventory **06/28/2026 - 07/05/2026: Westin Kaanapali Villas - 2 BR unit - Island View - Sleeps 8 (flexible on price)07/01/2026 - 07/08/2026: Westin Nanea...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

Ocean View 1 BR Cottage on Oceanfront Property. Permitted

Reviews (79)

$340/night + tax 18.712%. Rate is for 1 or 2 persons.(Permit # CP2001/0018 & HT ID TA-003-079-5776-01 & TMK 2-6-009-008). Minimum stay 7 nights. Want to stay fewer days? At certain times of the year, or for last minute bookings, we might waive the minimum nights stay....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Paia, Hawaii

First Class Luxury Beach Front Resort Condominium

Reviews (179)

Located in the World-Famous Ko Olina Resort and Marina on the 2nd of four lagoons, you’ll enjoy the mile and a half walkway along the four lagoons as you pass the newest 4 Seasons in Hawaii, the Disney Aulani Hotel & Spa, the Marriot Ko Olina Beach Club and us, The Ko...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Large Island-Style Family Home with Wheelchair Accessibility

Reviews (159)

A beautiful 3 bedroom / 2 bath home, all on one floor, plus a sleeping loft; situated on the North Shore of Kaua'i in the town of Princeville. 2000 square feet living space plus a 200 sq. ft covered lanai. Ceiling fans are in all ground floor bedrooms, great room and...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Reviews (98)

Stay just minutes from Maui’s most beautiful beaches in this newly remodeled 3-bedroom, 2-bath private home in Wailea/Kihei. Ideally located near Wailea Beach, Keawakapu Beach, Kamaole Beach III, and Makena’s famous Big Beach, this home is the perfect base for your Maui...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Beach Front 180 Degree View Of The Ocean - Gorgeous

Reviews (16)

Serene beachfront estate located in a quiet cul-de-sac on the beautiful North Shore of Oahu. Three bedrooms, two bathrooms inside main home and one half bath and shower outdoors. Kitchen is modern and kitchen table looks out onto a breathtaking view, as does the living...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Waialua, Hawaii

WOW!! - WHALER's BEST STUDIO - Posh Remodel-10th Fl.- PANORAMIC Ocean Views!!!!

Reviews (103)

Unit 1064 is the nicest studio at The Whaler with the combination of you, location and beautiful remodel. !!! Unit 1064 has been completely remodeled just a few years ago... Unit 1064 has EXPANSIVE & PANORAMIC views of the OCEAN, the island of Molokai, the Kaanapali...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Huge Luxury Condo | partial Ocean View on Beach 1 BD

Reviews (112)

Condo, 1 Bedroom, 1 Bath, (Sleeps 1-4) Aloha! Welcome to Paradise! Important: Although this is a privately owned vacation rental home this complex is zoned "Hotel" so not part of any potential changes to vacation rental property use. Welcome to the Honua Kai Resort and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina-Kaanapali, Hawaii

Jungle Bee: 23 Acre Estate on Kauai's North Shore with Private Beach Access

Reviews (86)

GE/TA 125-285-3760-01TA#W90869281-01Permits: TVNC 4272 SP2012-10Welcome to Jungle Bee!Note: Pricing includes both homes on the property and exclusive use of the estate.Jungle Bee Farms is a stunning 23 acre estate overlooking the northern most point in the Hawaiian...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kilauea, Hawaii

Melelina Hale Large four bedroom with pool, ocean views, and AC!

Reviews (86)

Perfect for families! This house has four bedrooms and four bathrooms, two living areas, two dining areas, and TWO covered lanais. Enough room for everyone to have some space! Check out the new kitchen! New cabinets, granite counter tops, and stainless steel...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Charming Holualoa Ranching-Era Estate near Kailua and Keauhou. Away from it all!

Reviews (172)

Gracious comforts of yesteryears and featured in the coffee table book, The Hawaiian House Now, the home is an historic 1895 structure, modified in the 1940s. Retaining the charm of old Hawaii with architecture and furnishings of the day, while satisfying the needs and...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Holualoa, Hawaii

Mauna Kea Villa, Walking Distance to the Beach and Hotel - Beyond Perfection!

Reviews (47)

We are implementing the highest level of sanitization for the villa with our housekeeping and use of E-Mist between guests. E-Mist's patented electrostatic disinfectant application systems deliver safer surfaces, and can kill up to 99.999 percent of pathogens,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kamuela, Hawaii

Cottage with Amazing View, Minutes to Dolphin Swimming, Very Private, Affordable

Reviews (206)

Please check out the main house on the same property for larger groups:vrbo 1542506This cottage is perfect for a couple looking to save money but still have a million dollar view. In Kealakekua Bay, just 3 minutes from some of the best snorkeling and wildlife viewing in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Captain Cook, Hawaii

Konas#1Rated Oceanfront Pool4 Bdrm Home Walk2Town Ironman Thanksgiving Christmas

Reviews (142)

Welcome to the sea of love! Happy Aloha Friday! Have a wonderful weekend! Ready to escape to Big Island? We offer semi concierge service . Location Location Location!! This beach house rocks, walk 2 town with very small sandy beach. September 7-8 to Sapt 17/18 October...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

Napili Point A16-A Piece of Paradise-Turtles Just a Few Steps Away!

Reviews (22)

Do you enjoy beautiful sunsets, walking on the beach, smelling tropical flowers, looking at breathtaking scenery, being one with nature? Want to enjoy paradise? Make memories as beautiful as the sunsets? If so, you will want to book this fully equipped one bedroom...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Maui, Hawaii

Luxury Living at ONE Ala Moana

Reviews (3)

Welcome to the beautiful, One Ala Moana, one of the finest luxury apartments in Honolulu.With just 206 units, this unique building provides a rare sense of intimacy often missing in Honolulu. What does that mean for you? It means no long waits for the elevator, a lounge...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Steps to Beach Family Friendly in Private Setting Lots of Grass to Play On

Reviews (207)

Kolea 15G at Waikoloa Beach Resort -- Amazing Location -- 5 minutes walking to the beach -- Heated Infinity Pool and Hot Tub with Ocean View -- Contactless Check In & Out -- Fast WiFi -- "Free and Clear" hypoallergenic detergent is provided -- Our Calendar is always up...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Puako, Hawaii

Mauna Lani Golf Villas C1: Spacious Condo w/Views Golf Course Views, A/C, & Pool

Reviews (43)

Experience Mauna Lani Golf Villas C1, where sophistication meets island serenity in beautiful Kamuela, HI. This elegant end-unit villa overlooks the 10th fairway of the South Course, offering peaceful golf and mountain views that frame each day with timeless beauty....

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waimea, Hawaii

Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach

Reviews (57)

IMPORTANT — August 10 to October 16, 2026 Only: OCEANFRONT POOL IS CLOSED AND SIGNIFICANT NOISE AND CONSTRUCTION WILL OCCUR DURING THESE DATES. RATES ARE REDUCED DUE TO CONSTRUCTION. See full details at the end of this description.RESERVATIONS OUTSIDE OF THESE DATES...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Spectacular Wall of Glass!

Reviews (136)

Never have you stayed in a condo such as this. There is a wall of glass so you have a panoramic view of the ocean and beyond!Maui has been consistently ranked as the 'Best-Hawaiian Island' and '#1 Island Destination' by the readers of Travel & Leisure or Conde Nast for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailuku, Hawaii

Your Maui vacation home - beautiful oceanview Maui Kamaole I-103

Reviews (80)

NO STAIRS, INSIDE OR OUTWelcome to our beautiful oceanview Maui Kamaole I-103 condo. This is a large 1040 sq ft 1-bed 2-bathroom ground-floor condo with NO STAIRS to access. The bedroom boasts a comfortable king-sized bed and blackout blinds, the large livingroom a...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Ocean Front Estate, *Private Pool*, Exclusive Beach Frontage

Reviews (81)

Live the dream at this oceanfront gem, with wide beach frontage and an inviting courtyard pool that beckons you to experience the ultimate Hawaiian retreat in style. Kick off your shoes and step barefoot off your expansive covered lanai onto a sprawling oceanfront lawn,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kamuela, Hawaii

Beachfront Mana Kai Maui Unit #502

Reviews (49)

Summary:Premium ocean front condo with the best location (2nd unit from the ocean end of building), on the best beach, and the best part of Maui - the Mana Kai. Located at the north end of Keawakapu Beach, you've got a mile long beach and some of the safest swimming and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

100% Oceanfront & Unobstructed View -The Mahana 8th floor, 1BR/2BATHROOMS!

Reviews (85)

The Complete Maui Experience! The Mahana Resort - If you are familiar with West Maui, you will already know The Mahana is truly a premier property with spectacular oceanfront views. Just steps to the sandy Kaanapali beach, you will be led on a two and one half mile...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

January Special 25% Discount - Hualalai 5-Bedroom House Close to Resort

Reviews (6)

"Ka Hale Ulu Le'a" means "House of Happiness" in Hawaiian, and this is the feeling you experience when entering this Hualalai property.This 5-bedroom, 5 Bathroom Family Oasis sleeps 10 for the ultimate family getaway, in a prime, close-in location at the exclusive Four...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

'Best Vacation Ever' Say Our Guests! Special May Rates

Reviews (94)

You will love this luxurious, air conditioned, two bedroom, two bath, 1300 square foot Villa! Fully furnished, with its own spacious, private dining lanai, this unit was completely remodeled in 2020. It is immaculate, impeccably maintained and cleaned to the highest...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Hanalei Bay RESORT 2312, Amazing Views wKitchen 10 Stars Reviews!!!

Reviews (100)

NEWLY REMODELED Well maintained Studio!!! One of the best locations on Kauai’s lush North Shore fronting the white sands of Hanalei Bay with amazing views of tropical sunsets, lush green mountains and the sparkling blue waters of the Pacific Ocean. These Kauai condos...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Princeville, Hawaii

Summer Special! 10% Discount With 7 Day Stay

Reviews (69)

Nestled in the heart of Waikoloa Villas, this top-floor 2 bedroom/2 bath condo offers serene views overlooking the Waikoloa Village golf course. Just a short drive away, you'll find the island's best beaches at Waikoloa Beach Resort, along with a variety of excellent...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa, Hawaii

Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*

Reviews (18)

The unit has a TV with cable, internet connection, a full kitchen with a stove top, refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The unit is very clean, very comfortable with soft sheets. The interior is...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Haleiwa, Hawaii

Waikiki Shore Beach Front Studio

Reviews (153)

Large beach front studio (460 sq, ft,) located at the Waikiki Shore, the only condo building in Waikiki that is directly on Waikiki Beach. This unit is located in a building that is within the designated Resort Zone, and therefore eligible for short term vacation...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Kumulani B4 Best Ocean Views in Complex, Amenity Pkg Optional.

Reviews (107)

Surround yourself with the luxury, elegance, and all the amenities of two of the world's finest resorts - The Mauna Kea and The Westin Hapuna Beach Resorts.This 2 BR 2 bath second floor luxury condominium is located in The Uplands of the Mauna Kea Resort and is accessed...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kamuela, Hawaii

Charming Oceanfront retreat- Steps from the Beach, 2BR/2BA Polo Beach Club 308

Reviews (91)

For those looking for a peaceful, comfortable home base on Maui with true beachfront access. Just steps away, you can enjoy wonderful swimming and snorkeling- no roads to cross, no long walks. From our lanai, you might spot whales in the winter, turtles passing by, and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!

Reviews (127)

Wailea Ekahi #14D is an Ocean View condominium in Wailea Ekahi's acclaimed Lower Village. There are amazing panoramic ocean views from this condominium home! You will feel like you are on top of the world as you look out from the second floor onto the Greenbelt and over...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Wailea, Hawaii

North Shore Ocean View Cottage

Reviews (150)

This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views!The...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Haiku-Pauwela, Hawaii

Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

Reviews (92)

The Maui Meadows Guesthouse Property is 3/4 mile from (8) premier beaches and features: (4) Bedroom, (5) Bath one story 2700 sq ft house, Proximity to beaches, activities, golf, shopping, restaurants and bars, Air conditioning, 65" TV screen with Streaming TV with NFL...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Wailea, Hawaii

Come spend some time at Our Kohala Ranch House!

Reviews (19)

From our covered lanai you have expansive views of the ocean, the sprawling Kohala ranchland and Haleakala on neighboring Maui. There really is no better way to start your day!And what you do with the rest of your day is completely up to you: Feeling a bit lazy? Relax...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kamuela, Hawaii

Kapalua Artistic Remodel - First Row 1BR/2BA

Reviews (66)

Relaxing pleasure in this spacious and unique cabana. Whale watcher's paradise with a backdrop of crashing waves serenade. Upon entry the panoramic view of the Pacific will have you reaching for a Mai Tai. Crashing waves below convince you you've found the right place....

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Lahaina, Hawaii

Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach Front

Reviews (165)

Premier Hosts! - Book with confidence - Sugar Beach is zoned as a Resort and won't be subject to any legislation that might change its usage.Please note: the pool will be closed for maintenance from September 14 to 27/2026 For this inconvenience the rate for time frame...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

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