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.
Secluded Kahana Beachfront Property. 2bdrm/2bth Condo.
Have a wonderful vacation at Kahana Sunset, 9 miles north of Kaanapali Beach,just south of Napili and Kapalua, home of the Mercedes Open. Our beautifully landscaped resort is situated on secluded Keone Nui Bay which is home to a large family of turtles. In the winter...
Maui Steps from the Sand, A/C in both bedrooms. *Makani A Kai B8*
Experience the ultimate tropical retreat at this gorgeous 2nd-story beachfront condo in Maui. With direct beach access just a 1-minute walk away, you can enjoy unspoiled natural beauty away from the crowds of other Maui beaches. Large native sea turtles and humpback...
Kuhio Shores, #214. Kauai’s Best Location! Spectacular Oceanfront Condo
Best location in Poipu! Oceanfront - Thirty (30) feet from the ocean - rare and unique corner unit. Two bedroom, 2 bath. Ceiling to floor windows across the entire front of the condominium. The condo faces South at the OCEAN and then wraps-around and faces West toward...
Maui Sunset Vacation Rentals A319
Watch the life of Maui unfold from the morning till evening from your private extra-large lanai. A319 Two-bedroom two bath sleeps up to seven people. Twin size Murphy bed and queen pull our sofa in the living room. Large private condominium apartment at the resort...
Aloha Condos, Kanaloa at Kona, Condo 1801, Oceanfront, AC
Kanaloa at Kona condo 1801 offers the ultimate Hawaiian escape! Guests rave about the breathtaking ocean views, modern amenities, and exceptional comfort. This immaculate, well-furnished condo is equipped with everything you need, including beach gear and a spacious...
Maui Kamaole B-209 - Special RATES - Spacious and updated Walk to Beach - Town
Maui Kamaole B-209 is a large upgraded ocean view air-conditioned two bedroom / two bath condominium. This second floor two-level condominium is the largest floor plan at Maui Kamaole with ocean, garden and mountain views from the lanais. This two-story condo has been...
Rare find! Actual 3 bedrooms/2 full bath 1500sf Ocean View corner unit apartment
This year we are celebrating having had over 300 five star online reviews!Minimum age requirement for principal renter: 30 years oldTop of the line 3 bdrm 2 full baths recently renovated corner unit with an ocean view in one of the most distinct buildings located in the...
Oceanfront Lae Nani, Great View, Gorgeous Sandy Swimming Beach
Welcome to Lae Nani, The Jewel of the Coconut Coast. Relax on the lanai and enjoy the beautiful oceanfront view of the rolling surf and feel the wonderful tradewinds. Explore the gorgeous tropical grounds and swim in the ocean or pool. Lae Nani is family friendly and...
Gorgeous, 3 private suites. Balcony View, Bikes, Beach Gear, More!
Welcome to The Cabana on Kauai!This is a beautiful, remodeled condo with a balcony lanai. It has three comfortable bedroom/bathroom suites (the "Honu", "Shaka", and "Lanai" rooms) which makes it great for families, friends, and couples. Located overlooking the pool and...
OCEAN VIEW, LARGE LANAI, STEPS FROM THE BEACH, BLDG 10
** A Pipe & Roofing Renovation will take place in Building 10 from 9/8/25 to 12/8/25. During this time there will be noise and debris surrounding the building.**Mark Twain wrote of Hawaii as “the loveliest fleet of islands anchored in any ocean,” he was right. The...
Maui Resort Rentals Dream Collection: Honua Kai Hokulani 202 – Direct Ocean Front 3BR w/ B.B.Q on Wrap Around Balcony
Commanding a premier vantage point in the closest column to the ocean at the entire resort, and only available for vacation rental since November of 2017, Hokulani 202 is part of our exclusive Dream Collection, representing the finest residences we offer. With numerous...
North shore living! Walking distance to Hale’iwa town. Private lanai, AC, WiFi.
30 day minimum! Welcome to north shore living! This comfortable, vibrant beach house upstairs unit has everything you need plus more for an amazing vacation. Enjoy ice cold AC after a long day at the beach, a fun, private lanai with a hammock overlooking beautiful views...
Kiahuna #24 Partial Ocean View Ground Level Corner Unit Steps from Beach
Kiahuna Plantation #24 has the best that Poipu Beach offers. Kiahuna Plantation condos have a unique beachfront location in Poipu Beach, making it a favorite for vacationers for decades. The resort is set on 35 lush tropical acres, featuring orchid and cactus gardens as...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 2-202, Oceanfront
Keauhou Kona Surf & Racquet Condo 2-202 is a perfect place to stay in Hawaii. Located next to the ocean, it is fully furnished with wonderful amenities, including a pool. It offers easy access to beach activities and is clean and neat. Ideal for families, it is...
Ocean View Guest Cottage - 1990/NUC-1797
Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply.A two-bedroom, one-bath, ocean view cottage located a few steps from Kailua Beach... Voted Number One beach in America! There are 2 shopping...
🏖️Spacious Corner Unit | Concerige Include3d |Central AC | vrKCV
vrKCV - Waikoloa Colony Villas 105, Professionally Managed by Kona Coast VacationsBeautifully Renovated Waikoloa Colony Villas 3-Bedroom, 2.5-Bath TownhouseWelcome to Unit 105 at Waikoloa Colony Villas! This recently renovated and designer-furnished 3-bedroom, 2.5-bath...
Hale Kai O Kihei Condo w/ Shared W/D, A/C-Great Location
Hale Kai O Kihei 211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room, plus a private lanai that lets...
Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool
Hale Wailea 6D – Wailea Ekahi Village[TA-164-628-0704-01]Welcome to Hale Wailea 6D, an elegantly updated, spacious second-floor condo nestled within the serene and beautifully landscaped Wailea Ekahi Village. This quiet, newly listed unit offers an exceptional...
Ocean Views W/Lanai and Kitchen–Kaha Lani 205
Castle Kaha Lani Resort #205: This 739 sq. ft. second-floor unit features beautiful views of our lush gardens, pool, and Pacific. Take in these views from your private lanai which has two loungers, to enjoy the view while you catch up on your vacation read. Spend the...
513 - 5th floor 1/1.5 Oceanfront unit with A/C and a great ocean view!
*NEW* unit 513 now has air-conditioning in both the bedroom and living room! This upgrade will provide a more comfortable and cool environment for our guests!This fifth floor oceanfront condo at the Kihei Surfside Resort is located on the more private, quieter side of...
Ocean’s Edge Bliss w/Chic Kitchen, Lanai, Laundry, AC, TV, WiFi–Kanaloa at Kona 3102
Castle Kanaloa at Kona #3102 - It’s hard to top this 1,850sf ocean’s edge suite! Toast sunsets and crashing waves on the lanai. Family ease rolls out with a roomy living area, gourmet kitchen, washer/dryer, WiFi, DVD, flat screens, double vanity master bath, air...
Stunning Ocean View Condo! Best Location!
The Best Location in Waikiki: Only 1/2 block from Waikiki Beach,Located in a quiet boutique building,Surrounded by restaurants, shopping, and entertainment,1 block from Honolulu Zoo and Kapiolani Park.Incredible Ocean View:Large, furnished lanai faces the...
Kauai Sunrise, Rainbows, Ocean Views & 15th Fairway of Makai
For Honeymooners, newly in love, wedding on the beach, to outdoor enthusiasts and those just looking to unwind, this special place has been known to make you fall in love. When the day comes to go home, the joy you find are the memories you created and you can't wait to...
🏖️Great Ocean Views | Private Pool | WIFI | vrKCV
vrKCV - Heavens, Professionally Managed by Kona Coast Vacations Welcome to Kona Heavens – A Private Island Escape for Couples and Families!Perched at a cool 1,000-foot elevation on the slopes of Hualalai, Kona Heavens is the perfect retreat for couples, families, and...
Your Hawaiian Beach Get Away, Steps From Great Beach!
This unit has a full kitchen, AC in the living room as well as the bedroom, washer/dryer, cable and complimentary Wi-Fi. There is a queen bed in the bedroom, and two twin Murphy beds, sleeps four comfortably. This unit has one assigned parking space. Beach chairs,...
Waikiki Luxury Penthouse 30 Days Rental
A luxury penthouse in a new secure boutique building in Waikiki featuring 17' ceilings, skylight, wood floors, granite counter tops, high-end appliances, wine refrigerator, designer furniture, fine artwork, spectacular marble bathrooms, jacuzzi bathtub, filtered water...
Paradise! Plantation at Princeville 3 Bed 3 Bath Condo
Come stay at the coveted North Shore of Kauai! This is a 3 Bedroom 3 Bathroom highly sought after condo at the Plantation at Princeville.Our unit is air conditioned throughout. The master bedroom includes a king bed and a spacious on-suite bathroom. The second bedroom...
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling
Watch frolicking sea turtles, marvel at spectacular sunrises, enjoy whale watching (in season), and relax under starry night skies from the shaded, breezy comfort of the lanai at this charming, third-floor, oceanfront Kuhio Shores condo.***** We invite you to enjoy our...
Remodeled and Direct Ocean Front! Book now for Summer!
Kaleialoha #312Newly upgraded with stainless steel appliances, tile throughout and new bathroom with tiled walkin shower.Brand new Queen bed, AC in living area, washer/dryer in unit. Extra tall lanai seating!Near Shopping, Restaurants and all beach activities. Farmer's...
Great location! Only 200 steps to KAM II beach, great for families!
Location, location, location! This stylish, clean, newly remodeled condo at Kihei Kai Nani is just 200 steps to Kamaole II beach which is considered one of the top 3 beaches in Kihei! The condo is on the top floor directly across from the pool. It sleeps 6 with a Queen...
Maui Resort Rentals: Honua Kai – 7th Floor, 6 Full Bedrooms, Stunning Ocean Views from Every Room!
This unique 6 bedroom gem combines two of our very finest adjacent 3 bedroom residences to create a gorgeous 7th floor masterpiece, perfectly suited to larger groups or families. With a 7th floor vantage point above the palm trees, the ocean views from this location are...
A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo
Legal Vacation Rental2947 Kalakaua Ave. HI. Suite1101** For your health and safety, we utilize additional Sterilization procedures between reservations.The large lanai with an unobstructed view of the ocean comfortably seats seven. You'll love viewing the sunsets from...
Beachfront 5th-floor condo with ocean view
Sands of Kahana 355 does not have A/C, is a 2-bedroom. 2-bathroom condo that is located on the 5th floor and offers panoramic ocean views from your private lanai and ceiling fans throughout. This property has elevators for easy access. Unit 355 can accommodate up to 6...
WELLCOME TO LOVELY CONDO 2 BEDS 2 BATHS FREE PARKING IN WAIKIKI BEACH
Aloha !Your family will be close to everythingwhen you stay at this centrally-locatedplace.It 3-minutes walk to Waikiki Beach8-minutes walk to the Honolulu Zoo.Theproperty location on the #12 floor allremodeled it almost 1000 sq.ft and 2 lanais150 sq.full kitchen &...
Ocean Front Sugar Beach Resort Maui 4th Floor 1 Bedroom Condo unit 440 end unit
Welcome to our home, Sugar Beach Resort 440. Our condo is a non-smoking, recently updated and professionally cleaned one bedroom, 4th floor, ocean front, end-unit with a side window. 440 is one of few units in Sugar Beach that offers views of sunrises over Haleakala and...
Maui Resort Rentals: Honua Kai Konea 815 - Stunning 8th Floor Ocean View Studio
Peace and tranquility await your arrival at Konea 815, a spacious and luxurious oceanview studio that provides awe-inspiring views of the Pacific Ocean and solitude from the prevailing trade winds. Truly one of the best studios for rent by owner available in the highly...
Ocean view, Country Club Villas 224, No stairs, 2nd floor unit.
Immersed in a haven of lush, tropical vegetation, this two-bedroom, two-bath condo at Country Club Villas invites you to unwind during your Big Island vacation. Conveniently located on the 2nd floor, you’ll find plenty of space to unpack your bags and call this place...
Elegant air-conditioned villa by golf course, near beaches, shopping, dining
Villas of Kamalii 40: elegant air-conditioned villa with pool, walking distance to golf, beautifully updated inside, all the amenities you could wish for. The Villas of Kamali'i is an upscale gated community in Princeville with a heated salt water pool, hot tub, and...
Front Row! 1 bd/2 ba with big ocean Views! Maui Kamaole A110
6th night free! discounts applied when booked. offer good until Dec 15th, 2025.You've earned an A! Treat yourself to Maui Kamaole A110. Wailea Rentals presents a custom furnished Wailea quality executive vacation home in a quiet complex across the street from Kamaole...
Oceanfront at the Kanaloa w/ A/C!
Summary:The Kanaloa at Kona, is an exclusive 5-Star oceanfront tropical gated resort, and is the premier vacation destination in Kailua-Kona on the Big Island of Hawaii. Situated on the championship Golf Course "Kona Country Club" and located within walking distance of...
OCEANFRONT Complex - Beautifully Upgraded and Exceptionally Lovely Condo!
End of Summer Special! Last Night FREE on Eight or More nights! Contact Sandy K to Inquire! Unique & Limited Time Offer!Exceptional Property! This is NOT a studio or one-room hotel sleepover type property. This is a gorgeous, updated two-bedroom/two-bath fully furnished...
Near Waikiki Beach, Spacious Studio With Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 4/20 - 5/16/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
KR 111 Renovated OceanFront Ground Floor Condo Intimate Romantic Maui Getaway
Kahana Reef 111 Renovated OceanFront Ground Floor 1Bedroom Condo for an Intimate Romantic Maui Getaway. Relax and Share Special Moments Watching Sunsets and Ocean Views FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
WOW! 1 br Ocean View in Kaanapali Maui Eldorado F203
Enjoy this spacious 1 bedroom with 2 queen beds, sip your drinks on the expansive patio while enjoying views of the ocean, main pool and nightly sunsets!Located in the heart of Kaanapali - great for shopping, dining, and fun ocean activities. Take a stroll on the...
Lovely Remodelled Unit!
Welcome to Paradise - This is a beautifully appointed ground floor, one bedroom, two bathroom vacation condominium, located in gorgeous Wailea Ekahi. We have all of the amenities of home and can comfortably accommodate singles, couples and families alike! This is a...
Mauna Lani Fairways | Luxury Accommodations
Summary:The Fairways at Mauna Lani is a townhome community situated along the 4th and 12th fairways of the resort's North Course. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This 2 BR/2 BA unit features luxurious and tropical decor,...
KR 221 BeachFront Condo with Ocean Views Pool BBQ
Kahana Reef 221 1Bedroom/1Bath Condo with Breathtaking Ocean and Neighbor island Views FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
Ocean & Mountain Views - Split A/C System - 4 Minute Walk to the Beach!
We welcome you to our pristine and inviting Pacific Shores condo which features beautiful mountain and ocean views and is nestled directly across the street from Charley Young/ Kamaole I Beach. We take great pride in providing not only a comfortable place for our guests...
Ocean-view condo with lanai, shared pool, hot tub, fitness center & bbq area
Na Hale O Keauhou H5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched in one of Kona's premier resort developments, Na Hale O Keauhou, this spacious 2-bedroom, 2-1/2 bath,...
Spacious, Immaculate, Updated Poipu Home, Beautiful Sunsets, Private Pool, AC
Immaculate Poipu Retreat with Private Pool. Welcome to our pristine vacation home, The Palms at Kiahuna nestled in sunny Poipu on the Kiahuna Golf Course. Accommodates up to 8 guests, including children and infantsProperty Details:Location: Quiet cul-de-sac on the...