Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
New! Bright, Coastal Retreat Plus Athletic Club
Bright Coastal Retreat with Poipu Athletic Club MembershipWelcome to your sunny Kauai escape! This beautifully updated 1-bedroom condo at Kiahuna Plantation (Unit #402) offers the perfect blend of island charm and modern comfort. Take in the gentle sway of palms and...
Sparkling 1 BR condo in central Kihei w/AC. Walk to the beach!
Located in the heart of central Kihei, Kihei Akahi C-517 is a dream. Freshly updated with custom cabinets, super quiet split AC and a king bed, this condo is your perfect home away from home. Your place comes equipped with a fully-stocked kitchen, in-unit washer and...
West Side Westy - 1985 VW Westfalia
This 1985 VW Westfalia has everything you need to explore the island your way. This classic bus seats & sleeps up to 4 adults in its 2 fold out beds. It also includes a kitchenette with sink, cooler, and two burner stove. There are direct hookups for electricity &...
Luxury Resort • Ocean View • Golf Membership
Summary:Hali’i Kai in Waikoloa Beach Resort • 69-1033 Nawahine Place #10A • 5★ RatedHali’i Kai 10A is a luxurious condominium located in the highly desirable gated property situated oceanfront in Waikoloa Beach Resort. This family-friendly 2 bedroom, 2...
Perch - Maui condo: Pool, beach access, daily tranquility on lanai – an indulgent escape.
Discover your ideal Maui retreat in this cozy space with elegant tiles, sunny windows, and a spacious private patio. Explore lush surroundings with amenities like a pool, hot tub, picnic area, and BBQ facilities. Plus, enjoy easy access to the sun-kissed shores of Maui...
Steps to Napili/Kapalua Bay! Napili Gardens 3BR
Summary:Welcome to Napili Gardens! Luana’ is a Hawaiian phrase that means, "Relax, Enjoy, Pleasure and Happiness". Time is precious, your time is Now. This spacious 3-bedroom townhouse invites friends and family to come together to relax, rejuvenate and restore.Rest...
Leipiha ke Aloha - Steps Away from Poipu Beach with A/C!
Light, bright and airy perfectly describe Leipiha ke Aloha. And just like a lei, which has no ending, you won’t want your vacation at this home to ever come to an end! You’ll love having the ocean and beach so close to you while enjoying the comforts and ambiance of...
April Special 199/night! Honomū Haven - At the Gateway to Akaka Falls 🏝
Honomū Haven is the perfect Big Island escape for families and groups - just 20 minutes from Hilo and 5 minutes from ʻAkaka Falls. This spacious 5-bedroom home features a lush yard, screened patio, and a balcony with views of Mauna Kea. Whether you’re relaxing,...
Kona Makai#1-102: Nearly Oceanfront, Ground Floor, with AC & Newly Remodeled!
Unit 1-102 is located in the highly desired building 1 in the gorgeous oceanfront complex of Kona Makai.With stunning ocean views from both the Lanai and Bedroom, this unit is literally steps away from the ocean.This ground floor unit is well equipped with a spacious...
Tiki Tiki - A Gorgeous Boho Beach Hideaway!
Fall in ALOHA with Tiki Tiki!! This special studio is truly a piece of Paradise!A magical retreat that will have you feeling zen & refreshed. Tiki Tiki is the perfect home for honeymooners, girlfriend getaways, or any adults looking for a tropical stay in the the heart...
The Mai Tai Manor with unobstructed views of the ocean!
This 4 bedroom with separate ohana used as 4th bedroom, 3 bath home have unobstructed views of the ocean!! Very close to beaches and shops. Home can sleep (8 guests!)Come to The Big Island of Hawaii and enjoy your well-deserved vacation in our...
LAST MINUTE AVAILABILITY IN APRIL $ 100/Night DISCOUNT! 2 BR Ma'alaea Surf B4
Located just steps from the shore on Sugar Beach in beautiful Ma'alaea Surf Resort, this newly remodelled two-bedroom, two bathroom ground floor condo is your perfect vacation hideaway. The unit was taken to studs and completely rebuilt in late 2022 and every element...
3 bedroom Beach Tower at Ko Olina Beach Villas - Ocean View & Family Friendly!
Spacious 3-bd Villa at Ko Olina Resort. Beach Tower 5th floor on private wing with large floor plan (sleeps 6!)3 Bedroom 3 bath, with panoramic Ocean, Pool, and mountain views. Family friendly: pack-n-play crib and high chair provided.Exclusive beachfront property has 2...
Gorgeous Home on Landscaped Acre-3BR/3BA
Welcome to Pua Lani, a gated one acre estate two blocks from the ocean that features resort landscaping and large lawn areas that create a very private and serene setting for your stay. The two story home features 3 bedrooms and 3 baths along with a large high ceilinged...
Luxury Golf Front Home with Pool and Spa
Constructed in 2019, this one-story luxury residence is nestled in Holuakai's exclusive gated community. A modern island retreat, it seamlessly combines sophistication with tranquility, boasting contemporary amenities for the ultimate luxury experience. Crafted by...
Romantic Suite with AC, walk to 2 Beaches and 1 Hotel Resort and restaurants
Welcome to The Tiki Suite at Hale Moi, a peaceful and stylish hideaway perfectly located in the heart of Princeville—Kauai’s most desirable North Shore destination. This charming top-floor suite offers an inviting blend of comfort, romance, and unbeatable location,...
New Luxury Home w /Golf Views, A/C & Private Pool/Spa. Mauna Lani KaMilo #311
Island-inspired design and tropical landscaping set the tone at Mauna Lani KaMilo #311, a detached three-bedroom home in the heart of the Gold Coast. With 2,500 square feet of indoor living and an expansive lanai overlooking the golf course, this retreat pairs modern...
•GROUND FLOOR, LOVELY OCEAN VIEW, UPDATED•
Beautiful, GROUND FLOOR OCEAN VIEW. Fresh, clean and inviting. Guests are treated to beautiful ocean view,full kitchen amenities, bedding, washer & dryer, and everything else in between, No expense was spared during the remodel. Lots of space indoors and out....
Exceptional 1 -bedroom condo unit 2323 in the heart of Kihei
This recently remodeled, bright one bedroom condo is appointed with wood flooring in the living room, bedroom and kitchen with tile in the bathroom and hallway, keeping the space airy and cool. LG-HIMacs counter tops in living room and bathroom provide a clean and...
Unquie Artists Condo Home
Koa resort condo community has 5 tropical landscaped acres with 5 low rise buildings surrounding an Olympic sized pool. Ground floor unit completely remodeled with all the comforts of home. Private entrance, a private lanai with a view straight to the pool makes this a...
Primo View Beach Condo w/Washer/Dryer, Free WiFi, Kitchen – Waikīkī Shore #716
This deluxe one-bedroom one-bathroom suite offers wonderful views of Waikiki beach and Pacific Ocean from the furnished lanai. This unit has a full-size kitchen with all the appliances to make wonderful meals in your home away from home. The suite is also furnished with...
Rare 1 Bedroom Condo in at the Heart of Waikiki 2 blocks from the beach
Newly renovated in clean white with bright accent colors. Features a separate bedroom with it's own lanai. Full kitchen with full size refrigerator, stove, new built-in microwave, Keurig coffee maker, toaster, rice pot, utensils, pots, pans & bakeware. Bathroom has new...
Entire House! Peaceful retreat 4BR Waikoloa beach
About this spaceWelcome to our exquisite residence in Ainamalu, the "Peaceful Land" of Hawaii.1. Surrounded by majestic mountains and the ocean, our home offers a serene and captivating backdrop.2. Accommodates up to eight guests, perfect for families or groups of...
Studio Nene by AvantStay | Chic, Cozy, King Bed
Aloha and welcome to Studio Nene, the perfect Hawaiian home base! Nestled in the lush Makaha Valley, this studio offers a comfortable retreat with a prime location, so you can easily explore all that Oahu has to offer.Built in 2022, this studio boasts sleek finishes and...
Hali'i Kai 6D Luxury Condo-Ocean & Golf View!
Elegantly furnished Condo with Ocean Views from every room located on the Waikoloa Beach Golf Course! Walk to Waikoloa Hilton (restaurants, shops), Island Gourmet Market (grocery store), or to 'A' Bay beach. Truly a paradise location! Our 2 bedroom, 2 bathroom Hawaiian...
Newly renovated ground-floor oceanfront condo
Noelani 104 is a 1-bedroom, 1-bathroom condo featuring such as panoramic ocean views, a remodeled kitchen, and a washer/dryer. The condo can accommodate up to 4 guests with a Queen-size bed in the bedroom and a queen sleeper sofa in the living space. The spacious main...
Oahu Family cabin_Oceanview and Beach Fun
★Pool with Ocean View★: Community center pool where kids can play and adults can chill.★Mountain View★: Discover a peaceful escape with stunning vistas.★Beach 5 Min★: A sandy beach just 5 minutes away, perfect for family fun and relaxation.★Golf★: Enjoy...
Ocean Front Home with a Sandy Beach
Enjoy sunsets from the privacy of the large covered lanai, a sandy beach right out front, enticing tidepools, and the serenity of the perpetual song of ocean breezes in the trees at this lovely oceanfront setting.This versatile beachfront home can serve as the perfect...
Maui Resort Rentals: Luana Garden Villas 9C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 9C's north-facing orientation offers a Shady respite from West Maui's legendary endless sun and its designation within our "Elevated" collection at...
BEAUTIFUL LUXURY AIR-CONDITIONED APARTMENT, PRINCEVILLE KAUAI,HAWAII
Enjoy the very best of Kauai from the comfort & convenience of this upgraded private retreat! Perfectly situated in Princeville just minutes from Hanalei and some of the world's most iconic beaches & surf spots. Step outside to enjoy warm trade wind breezes, relax...
Ocean View-Upfront #277 Dolphin Bldg, Kaanapali Beach
********* Come relax and unwind at the Maui Kaanapali Villas in the 2-story Dolphin Building. Condo 277 has beautiful views from the private covered lanai of the ocean, swimming pool and west Maui mountains.Kaanapali Beach is superb for walking, swimming, snorkeling,...
Spectacular Oceanfront Luxury- Between Kam1 & Kam2 Beaches - Royal Mauian #511n
Royal Mauian #511Features:Completely Upgraded Interior: Enjoy a modern, stylish living space with high-end finishes and contemporary decor.King Bed in Master Bedroom: Sleep soundly in the spacious and comfortable king-sized bed, perfect for a restful night's sleep.Queen...
SPECTACULAR VIEW LE PENTHOUSE 513B Luxury KING Bed OCEAN FRONT UPSCALE REMODEL
'LE PENTHOUSE' - BREATHTAKING VIEW- WHY STAY IN A CONDO...WHEN YOU CAN STAY IN LE PENTHOUSE! READ OUR REVIEWS, STAY IN UPSCALE WAILEA STYLE SURROUNDINGS! TRAVEL IN STYLE - EXPERIENCE OUR LUXURY PENTHOUSE OASIS! THIS 1 BED, 2 BATH HAS BEEN EXQUISITELY RENOVATED. ONE OF...
Konea 1019: Rare Honua Kai Penthouse with Panoramic Ocean Views & Private BBQ
FALL SPECIAL- BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL OCTOBER 31ST 2025Discover the epitome of luxury and privacy at Konea 1019, a stunning 3-bedroom, 3.5-bathroom penthouse and the only one of its kind at Honua Kai Resort. This...
Hale Kunu | Stunning Views
Summary:Say aloha to your Big Island vacation rental! Hale Kunu is nestled in the oceanfront condo complex White Sands Village, located in the gorgeous town of Kailua-Kona. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Guests will...
Keauhou Lani: Luxury 4BR Keauhou Estates Ocean View Home
Welcome to Keauhou Lani, an exquisite private residence located in the desirable gated community of Keauhou Estates.Step into the grand entry of Keauhou Lani's 4 bedroom, 3.5 bathrooms, 4,750 sq. ft. home plus, 1,700 sq. ft. covered lanai complete with views of Keauhou...
Hale Lewa - Newer Home - Ocean Views - 30 Day Rental
Summary:Nicely Appointed Modern Home - Ocean ViewThe Space:Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and...
Kaanapali Shores 318 - SUPER CLEAN! OCEANVIEW 1BD / 1BA
Aloha and Welcome to Ka'anapali Shores #318. This unit is disinfected and deep cleaned after every guest! Not only am I the owner of this unit, I am the cleaner too - so I have complete control to ensure it is CLEAN for your stay. Kaanapali Shores is a hotel zone...
There is NO PLACE like Wailea especially in a two-storey townhouse! Enjoy!
WELCOME TO OUR HAWAIIAN RETREAT in Wailea!We purchased our second property in Wailea - November 2019. Enjoy your getaway at our new home-away from home! We spent the 2019 holiday season buying new furniture for EVERY room, decorating, cleaning and repairing this...
Hawaii Life - A/C and Steps to the Beach
Kauai's North Shore has been a frequent backdrop for countless movies due to its incredibly lush beauty and phenomenal beaches. Nestled within this gorgeous, pristine expanse, lies Haena Kai. Set back just thirty paces from a soft, deserted, coral sand beach, this...
Beach Chic Condo with Huge Ocean Views, Walkable to Beach, Shops & Dining
Address for this Condo: 2385 S. Kihei Rd #403, Kihei HI 96753 Condo Name: Kamaole Beach Royale***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Kamaole Beach Royale #403, located in the heart of Kihei, Maui!. Enjoy a spectacular views of the...
Off the Beaten Track On the Island of Hawai`i!
Named for the spring on the land, Waiola (Water of Life) is a romantic hideaway, a peaceful retreat, an artist's getaway or a perfect stay-cation. Stone walls, taro lo`i (the garden plot that taro was grown in), a trail, and a stone house site from ka wā kahiko...
🏖️Ocean View | Golf | Sunset | Pool | vrKCV
vrKCV - Hali'i Kai 10E, Professionally Managed by Kona Coast VacationsWelcome to Villa 10E – Ocean, Golf & Sunset Views at Hali'i KaiStep into the luxury and tranquility of Villa 10E, a recently remodeled ground-floor unit at Hali'i Kai, where the signature hole of...
Hilo Lagoon Centre 707, air conditioned 2 bedroom, 2 bath condo in Hilo
Hilo Lagoon Centre is a mid-century modern building in downtown Hilo, Hawaii Island. Our condo unit 707 offers sweeping views of Mauna Loa, Mauna Kea mountains and the vibrant downtown area. Inside you have two suites flanking the main living area with kitchen....
Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One Bedroom with A/C!
This beautiful upstairs 1 bedroom Ohana is located in Poipu Beach Estates just minutes from all sunny Poipu has to offer. A perfect retreat for a couple looking to find a comfortable place to stay in a charming setting. The bedroom has a Queen bed and brand new Air...
Mauna Lani Point | C102
Welcome to Mauna Lani Point C102, an exceptional vacation residence that offers breathtaking views of the signature par three 15th hole, renowned as “the most photographed hole in golf.” Imagine waking up each day to stunning vistas of this iconic golf hole from...
Oceanfront Bliss at Hale Kamaole 215 - Your Perfect Maui Retreat Awaits!
HALE KAMAOLE, #215Escape to paradise at Hale Kamaole #215, a well-appointed 1-bedroom, 1-bathroom condo located directly across from Kamaole Beach Park III in sunny South Kihei. This second-floor unit offers garden and partial ocean views, updated interiors, and a...
Jewel Of Sunset Point <br>at world famous Sunset Beach
A Kaimaina home that is nestled on a quiet dead end street in the coveted neighborhood of Sunset Point. This one of a kind home has been in our family for over 70 years. Remodeled and completely refurbished, this is “country living” at its best. This two bedroom one...
Luxury Contemporary Remodeled Beachfront Condo. Hotel zoned -not Minatoya list!
This condo is legally zoned as a hotel, not a residence or apartment (not on the Minatoya list). Given all the confusion and controversy surrounding the Maui fires, this condo is not earmarked to become a long term rental. It is a vacation rental, so please come and...
Renovated-Stunning Direct Oceanfront Top Floor Penthouse in Kona with AC!
What better way to enjoy Hawaii than having an unobstructed 180 degree view of the Pacific Ocean?This recently renovated, oceanfront penthouse is located in Kona at the Kona Bali Kai complex. Watch surfers cutting through the waves, turtles gliding in the shallows or...