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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Lucky you! 2 Bedrooms, Large Lanai, Stunning Mountain Views, Pool, Parking, W / D

Whether you are coming to Waikiki on business or just to escape the stress of business with a vacation, you will find this 2 bedroom condo in a very desirable building your perfect tropical oasis. Designer -inspired décor echoes the peaceful colors seen in the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

May on Sale! Book now and SAVE BIG! Walk to the Beach from Your Private Lanai!

Located on the sandy beaches of Kahana just north of Lahaina, Valley Isle Resort is the perfect spot for your oceanfront getaway. You can enjoy unobstructed ocean views and spectacular sunsets from the lanai or relax on the beach just steps away.Spacious and updated,...

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

Gorgeous Ocean View Villa with Heated Pool/Spa, Mauna Kea Club Member

Aloha! Welcome to Hapuna Beach Villa, our home overlooking the Hapuna Golf Course in the beautiful Waiulaula development with panoramic 180 degree views of the ocean and Kohala mountains. We also have partial views of the 14th green.Our home is a 3 bedroom, 3.5...

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

** Summer Special ** Gorgeous Golf Course and Ocean Views ** Luxury Living ** Private Pool and Spa ** Mauna Lani Resort** Includes 6 person Golf Cart

Enjoy the splendor of this Luxury 2 story townhome, at the exclusive Residences of Laule'a located within the world class Mauna Lani Resort.This Luxury residence is designed for comfort and serenity. The main level of this property offers a spacious Great Room that...

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

Monthly Discovery Bay 3717 Mountain/City Views 2 Bd 1Ba 2 Queen Beds

PANORAMIC MOUNTAIN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Views from High Rise, Tasteful and Clean. Monthly...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Maalaea Kai 307 Maui Prime Oceanfront nKing Beds w/ ensuitenDedicated Workspace

Welcome to our nicely remodeled 3rd floor unit featuring gorgeous views throughout the unit of Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. The unit is tastefully decorated with the spirit of Aloha and has a large split air...

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

𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beach Fun at Waiohai Club +Resort Amenities. 2-Bedroom

Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at Poʻipū Beach.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢. An additional...

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

*Milowai 410* Prime Oceanfront Maui Condo, A/C!

Enjoy breathtaking ocean views from this 4th/top floor unit. One of the largest lanais at the complex! The bedroom has a new comfy king bed, beautifully remodeled tiled walk-in shower, 40" Roku smart TV and a split system a/c unit to keep you cool. The living room also...

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

Hale Cassia: New Listing! Home w/ Lanai, Outdoor Dining, Near Shops, Restaurants

Welcome to Hale Cassia by Gather, a serene retreat nestled in the heart of Princeville, HI. This three-bedroom, two-bathroom home is an ideal sanctuary for six guests seeking a quintessential Kauai experience. From the moment you arrive, the lanai and the spacious...

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

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

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

Oceanfront Wailea Resort Vistas

Summary:Enjoy a wonderful ocean view from this private, second floor corner unit in highly sought after building 6 at Wailea Ekahi on Keawakapu Beach. Just steps to the beach (less than a 5 minute walk to toes in sand), this unit features a recently updated kitchen,...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea-Makena, Hawaii

Hilton Waikoloa Pool Pass thru 2025. 18G Halii Kai

Halii Kai 18GPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Two Twin BedsLiving Room: Sleeper SofaHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waikoloa Beach Resort, Hawaii

Kaanapali Alii #193. 3 Bedroom

This property was remodeled in 2020 and was just added to our rental pool! We are still working on finalizing furniture then professional photos will be taken. **THE TOTAL AMOUNT LISTED IN THE "RATE CALCULATOR" REPRESENTS ROOM AND TAX ONLY. ADDITIONAL FEES APPLY. See...

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

***SPRING SPECIAL***  Fairway Villas : Golf View-AC- 2br - Golf Discount

Aloha and welcome to our Hale Okakopa, Fairway Villas A22 in the Waikoloa Beach Resort.  Each room features its own treasures: from intuitive Sapele built-ins like the kitchen desk and entry bench, to the tropical elegance of the primary suite—complete with a...

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

Rainbow Deluxe - 2 BR/2 BA Cottage - Simply Wonderful!

'RAINBOW DELUXE' is a 700 square foot standout 2 bedroom / 2 bath fully licensed vacation home conveniently located in Maui Meadows, along the south shore of Maui, Hawaii. Our luxury Polynesian pole cottage sits on its own quarter acre, ideally nestled in a peaceful...

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

Tropical Paradise Awaits: Stunning Hawaii Condo with Ocean Views!n

STVR-19-345056Kai Indigo Condo is luxury and elegance on a budget! This quiet third floor unit is surrounded by a beautiful forest and has fantastic views of the ocean. Our unit offers air-conditioning in the living room and overlooks beautifully manicured grounds with...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

130K Hawaiian Reno on Wailea Blue Golf *Ocean View

BRAND NEW 130K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the patio.We are perfectly located just down from Money Pod+up from The Shops of...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea-Makena, Hawaii

5-STAR KONA COAST RESORT 2 bedr/2 bath Top Floor, AC, GORGEOUS Unit#10-301!

Kona Coast Resort #10-301 is one of the best ocean view 2 bedroom, 2 bath condos, with all of the amazing amenities of a 5-Star Resort! Enjoy two Swimming Pools, one “family” pool with an on-site Restaurant/bar, and nightly live music plus one quiet pool, three...

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

Oceanfront Remodeled Luxury Penthouse / Cooling Trades & A/C / LIGHT & BRIGHT

Discounted Summer Rates & additional discount for stays of 7 days or more.Why Reserve this Condo? Spectacular Ocean Views from this Condo! Light, Bright and Airy! Comfortable Newer Furniture! Modern Hawaiian Decor! Well Maintained & Constantly Upgraded! In Direct Path...

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

3,200 sq ft House with Pool, 6 Bedrooms, walking distance to Kailua and Lanikai

The Pool House in Kailua offers 3,200 sq ft with 6 bedrooms, 4 baths and one amazing pool. Located in a peaceful and lush neighborhood with views of the Ko’olau Mountain range, it is an easy walk to Kailua Beach, Lanikai Beach and Buzz's Steakhouse. The home offers a...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 15
📍 Kailua, Hawaii

K L V R presents the Beautiful Ground floor Villa LUANA 6B Honua Kai

Kaanapali Luxury Vacation Rentals welcomes you to our beautiful garden level Luana Villa at the Honua Kai Resort.This luxurious villa is located within a private garden enclave at the spectacular, beach front, Honua Kai resort. This villa boasts 2047 sq. ft. of...

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

The Home of the Hula Moon – Puako Beachfront Estate

Stately and serene, THE HOME OF THE HULA MOON is one of the most beautiful contemporary oceanfront properties in PUAKO. Each bedroom has a perfect ocean view. Located near the end of the road, you will enjoy year-round sunsets and privacy. Puako has the best beach...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Puako, Hawaii

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

Ekahi Ocean Studio is a studio perfectly located in the lower village of Wailea Ekahi (#8C), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat....

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

3 Bedroom / 3 Bath Family Friendly Groundfloor Beach Villa!

Your Paradise Awaits . . . Aloha and Welcome to Oahu's newest beachfront condominium community! The Beach Villas at Ko Olina offers exceptional resort living at its finest with its earthly warmth and sophisticated island inspired architecture. This family friendly...

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

Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!

**JUST OPENED CALENDAR FOR WINTER 2026**Modern Luxury! Featured on A&E home show Vacation Rental Potential. This luxurious, modern retreat at The Palms at Wailea was recently completely renovated from the studs out! NEW AC SYSTEM! Unit #706 is very quiet and does NOT...

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

3 Bedroom Private Home at Waikoloa Beach with Pool

This home has been well furnished and is great for families looking to enjoy a quiet, private vacation yet be near all the amenities of Waikoloa Beach Resort.The house has been nicely furnished and offers a spacious great room. The living room has two couches facing a...

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

Wailea Ekahi Village | 25D

Welcome to Wailea Ekahi 25D, an exquisite vacation rental that embodies the essence of luxurious island living in Wailea. This one-bedroom, one-bathroom second-floor condo offers a enjoys elevated views of the 32-acre manicured grounds. Vaulted ceiling and tiled floors...

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

Westin Ka’anapali Ocean Villas North, OCEAN FRONT 2 bedroom lock off - 2025!

Welcome to the beautiful, family friendly, Westin Ka’anapali Ocean Resort Villas, North. We have an OCEAN FRONT 2 bedroom lock off available in 2025. Best availability occurs when inquiry is at least 8 months in advance as the resort and type of unit is very popular....

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

Marriott's Kauai Beach Club Studio - Parlor - Many Dates Available!

The Kauai Beach Club resort features an array of amazing on-site amenities such as a 26,000 square-foot pool rimmed with colonnades and waterfalls, a children's pool, spa, fitness center, and two 18-hole championship golf courses designed by Jack Nicklaus. The resort...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Lihue, Hawaii

Luxurious golfside condo with ocean and golf course views

Emmalani Court at Princeville #321Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury and relaxation at this stunning condo located in Princeville, Hawaii, overlooking...

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

Beachfront Paradise! Updated, Fresh and Ready for your tropical getaway.

Need more Info? Not sure of Dates? Got Questions? Click "Ask Owner a Question" link on the right. We are here to help!***This property is guaranteed Maui-approved (zoned) for short-term rental and is NOT subject to the ongoing controversy of attempts to limit short term...

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

3 Bedroom Home - in Paia Town - Walk to it All

If you want to be in Paia, or minutes to Ho'okipa or Sprecklesville, you'll like this location. This is the relaxed, non-touristy Hawaiian experience. Plus, Paia is the north shore hub for all sports wind and wave. And, Paia is a walk-able town.The north shore has no...

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

Luxury Mauna Lani Home w/Fairway Views, Private Pool, Jacuzzi & AC - Kamilo 333

Located in the premiere gated community of KaMilo in the Mauna Lani Resort, this exquisite four bedroom property offers 3,100+ sq. ft. of living space including a detached guest house. Our rental home is brand new and the furnishings and decor are of impeccable quality....

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

Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort

*note: if you are booking a short stay for 7 or less days, please inquire first before doing a reservation request, unless your arrival date is less than 30 days away, in which case you're welcome to proceed with the reservation request*The views from this 8th floor...

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

PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

Book With Confidence, This Gorgeous, Newly Remodeled, 4 Bedroom, 2.5 Bathroom Private Home, With Modern Finishes, Located In A Residential Neighborhood In Central Kihei That Has Been Permitted For Short Term Vacation Rentals (STRH Permit #STKM2018/0005). This Home Is...

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

Kamaole Sands 1 BR/2 BA Oceanview w/Large Lanai (Unit 2-303)

Kamaole Sands has acres of luxuriant tropical gardens and private spots for picnics by the fountain pond. Stroll along golden sand beaches and enjoy an ocean full of water sports including snorkeling! Shopping and restaurants are just minutes walking distance away....

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

Spectacular Ocean Views! 5 Star Reviews! ʻIke Kai at Wailea Ekolu Village

Aloha!Welcome to our Our Maui Condo! ʻIKE KAI, which means "OCEAN VIEWS," offers a one-bedroom, two-bath, ground floor retreat that will delight even the most discerning traveler. Nestled in the desirable lower section of the Wailea Ekolu Village complex, our condo...

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

Remodeled Condo W/Ocean Views-Kamaole Sands 10301

Kamaole Sands unit #10301 on the third-floor: Plush new furnishings enhance the living room, with a brand new flat screen TV and a pull-out sofa couch for additional comfort. Sliding glass doors open from the living room to a fully furnished lanai, where you can enjoy...

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

Tracy's Tropical Treasures earned "Best in Kihei" four times and “#1 in Maui”

Aloha from Maui…Thank you for your interest in Tracy’s Tropical Treasures for your upcoming Maui vacation. I would be honored to assist you.~ Welcome to Tracy's Tropical Treasure #2 (Unit 222): the Corner Penthouse. This condo is a fully loaded, award winning, legal...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Ko Olina Kai Estate #20: Elegant Fairway Retreat with Luxe Amenities

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Imagine yourself living the life of luxury in...

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

Island Chic w/Loft! AC, Lanai, Kitchen, WiFi, Flat Screens+Laundry–Kamaole Sands 9411

Toast epic sunsets on the lanai of this modern 1,200sf suite with Pacific view. Tropical style rolls out with a spiral staircase to loft and master bedrooms, modern kitchen flowing into the open living area, laundry, ceiling fans, AC, WiFi, flat screens and DVD. Sleeps...

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

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado

Situated in the Kaanapali Beach Resort area, enjoy this spacious ground floor studio at #1 Kaanapali Beach, Maui Eldorado Resort C101, located in the heart of Kaanapali. Relax in this spacious and tropical suite condo, fully furnished with a full kitchen, washer/dryer...

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

Kapalua Bay Villa 18G3 Gold Oceanfront 1 Bedroom

- Villa closest to Oneloa Beach- 22 stairs between the driveway and front door - Tile floors throughout this 2-story condo - Updated kitchen with granite counters includes stovetop/oven, microwave, refrigerator with ice maker, coffeemaker, cookware, tableware- Bedroom...

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

Westin Kaanapali Ocean Resort - Luxury 2 Bedroom Villas

Perched on twenty-six lush acres with breathtaking views of the Pacific Ocean and the islands of Lana'i and Moloka'i, Westin Kaanapali Ocean Resort Villas (commonly referred to as WKORV) provides the ultimate in pampering and relaxation. Enjoy an afternoon unwinding...

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

Royal Mauian #307: Beachfront Bliss with Stunning Views & Resort Amenities

Indulge in the ultimate Maui experience at Royal Mauian #307, where stunning ocean and coastline views await. This exceptional two-bedroom condo offers a luxurious retreat with upscale amenities and unbeatable beachfront location in South Kihei.Step inside and be...

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

Newly Renovation, All New: Beds, Furniture, Floors, Kitchen Counters and Island

This elegantly remodeled and redecorated, modern vacation home resulted from the collaboration of sophisticated and tasteful owners, and a world-class Maui- based designer. The contempory elegant touches and design fluidity will be above and beyond your expectation!...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kihei, Hawaii

Ocean front! 20' from water, downstairs unit. True beachfront, Pikake. No fees!

Escape to paradise with our ground floor condo at The Pikake in Maui! Enjoy the ultimate beachfront experience in this one-bedroom, one-bathroom retreat located on the desirable West side of Maui between Lahaina and Kapalua. With no deposits, resort fees, or check-in...

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

Royal Kahana 610 50%Off Last Minute April Deal at Remodeled OceanFront Condo

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Royal Kahana 610, a rare sixth-floor corner 2-bedroom, 2.5-bath ocean-front sanctuary that stretches across 1,400 sq ft and...

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

HOKU'EA HALE Oceanfront Private Home with Hot Tub

Welcome to Hoku'Ea Hale, a very private oceanfront residence featuring spectacular ocean views, ocean entry and abundance of covered outdoor living space. Every room opens to the outdoor ocean, where you'll experience tropical paradise and unparalleled views of the...

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

Aloha Condos, Napili Bay Resort, Condo 110, Beach View

*******REMODELED******* Best Beach View Location! This is Hawaii the way you dream about it. No building taller than a tree on Napili Bay. Swim, surf, boogie board, stand up paddle, snorkel, seasonal whale watching and glorious sunsets without leaving the property.30...

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

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