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.
Hale Moana | Ko Olina Beach Resort!
Summary:Kick your feet up at Hale Moana in Ko Olina, the newly-renovated villa perfect for your paradise vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Professionally and locally designed, this condo captivates Kapolei's...
Oceanfront Beach House Makai
Minimum 30-day consecutive rental required. Please contact the Host for availability. Oceanfront 3-bedroom home on private, gated property. This unique property offers year-round swimming, private beach access, and astounding ocean and mountain views.This unique,...
Panoramic Oceanfront & Diamond Head views, just steps to beach. FREE Parking!
Colony Surf Penthouse #6 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)You'll fall in love with the amazing Diamond Head and ocean views from this 540 sqft 20th floor penthouse...
BEACHFRONT LEGAL PRINCESS CONDO VIEW FREE PKG/WIFI, POOL,HOT TUB,TENNIS/PICKLE 6
*See AC info below please!FREE PARKING & HI-SPEED WIFI! NO RESORT FEES!BEACHFRONT! AWESOME! 180º UNOBSTRUCTED OCEAN & SUNSET VIEWS! LIGHT, BRIGHT, AIRY, AND SUPER CLEAN CONDO THAT SLEEPS 4! POOL, HOT TUB, TENNIS, PICKLE BALL, PING PONG—2 OUTSIDE SHOWERS & BBQ...
🏖️Oceanfront 5 Bedroom Home | Pool | Close to Beaches | vrKCV
vrKCV - Hale Kipa, Professionally Managed by Kona Coast VacationsSituated directly on the ocean, this 5-bedroom 3-bathroom home has a gated entry and is located on Alii Drive, close to beaches, shopping & all the activities that the Big Island has to offer! The main...
Poipu Kapili 22 - Ocean Views * Deluxe Furnishings * Central Air Conditioned
Oversized 1 bedroom / 2 full bathrooms; ocean views from premium 2nd floor location Spectacular views and deluxe furnishings will make Poipu Kapili #22 your home away from home. This spacious and comfortable home has an air conditioned master suite and living room....
Luxury 3br Poipu Estates Home w Private Pool
This home is a true Poipu gem. Located in the Poipu Beach Estates neighborhood, this home features a spacious open floor plan with a covered lanai. The kitchen flows seamlessly into the living area creating the perfect place to gather and “talk story.” All of the...
AC!! Stunning Ocean Views - Walk to the beach #133-134
Cleaning is always a top priority and we are committed to ensuring the safety of our cleaning staff and guests. In addition to our normal full cleaning extra disinfecting includes all highly touched areas such as handles, knobs and switches. This condo has everything...
This Pic is Your Gorgeous Ocean View~Top Floor~Beachfront~Free parking, WIFI, AC
Aloha and welcome to our TOP FLOOR, gorgeous panoramic OCEAN VIEW, ISLANDER ON THE BEACH unit 341 in Kauai. Direct ocean view unit! This is a beachfront property. You are steps to the white sand Wailua beach. You get this ocean view everyday!Our unit offers the exact...
OCEANFRONT- THE WHALES ARE HERE! Kihei Sands Beachfront Condos - A9
Maui's Magical whale season is officially underway! Enjoy front-row seat seats from your own lanai as humpbacks breach and play just offshore. With our special seasonal pricing, you can witness nature's most incredible show while relaxing in tropical paradise!Are you...
Totally renovated, closest to the beach! Last minute specials!
TOTALLY RENOVATED & CLOSEST TO THE BEACH!! Welcome to Ekahi 20e! Our total renovation is now complete! After a day at the beach, relax on our super comfy furniture and watch our 50" Sony Bravia smart tv , or enjoy your playlist using our Yamaha Bluetooth sound bar. All...
Home Away from Home, totally renovated.
We have fully renovated the unit as of December 2013, and decorated it in a Hawaiian motif. We've installed new all wood cherry kitchen cabinets, granite counter tops, appliances, and kitchen utensils. Along with new paint throughout the condo. Both bathrooms have been...
Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!
still dates available in November 2025!!!! Discounts and good ratesUnit 114 is beachfront Kihei -w perfect sunsets and wonderful fresh mornings - Remodeled and upgraded w/ granite countertops, new cabinets, crown molding- our unit is new ! Stainless appliances- Plan to...
Ko’Olina Kai 1041Fn30 day minimum rental in beautiful 2 BR ground floor villa.
This professionally decorated first floor end unit is located in a gated community just a five minute walk to the golf club or the shops at Ko'Olina Station. Each bedroom features a King Bed with lots of pillows, and ample closet space. There are two big screen TVs...
Puu Poa - Magnificent Oceanfront Condo
*Updated Magnificent Vacation Home* Incredible Ocean Views, Sounds, & Breezes* Directly on the Ocean, Bali Hai views* Updated Kitchen, Hard Wood Floors* High-speed Internet, 60 inch and 40 inch HDTV with extensive premium cable channels plus Netflix* New Furnishings,...
Luxury Mauna Lani Resort Villa - Beach Access!
Escape to the 'Paradise of the Pacific' with a stay at this idyllic 3-bedroom, 3-bath Mauna Lani villa! Guests will enjoy all of the comforts of home, as well as community amenities like an outdoor pool, spa, and historical fish ponds and trails on-site. This Kamuela...
Oceanview Poipu Studio Condo with Pool, Gardens, Steps from the Ocean!
We welcome you to our little piece of paradise!Our lovely, oceanview, air-conditioned condo looks out on Prince Kuhio Park and beyond to the beautiful Pacific Ocean. Our place is the perfect honeymoon destination or a romantic getaway . . . . Enjoy ocean views and...
Upgraded! Steps to Kamaole II Beach, Sunset Views, Pools & Tennis #H505
Your dream Maui vacation awaits you at this beautifully upgraded condominium located across the street from Kamaole II Beach Park. Surrounded by lush tropical landscape, Maui Banyan is just steps away from restaurants, shops, and ocean activities. The island of Maui...
Right on the water! End Unit! C206
For the most memorable vacation, come stay with us at C206 Lokelani! C206 is the closest two bedrooms unit to the beach access. This 1350 sq. ft. unit has 2 bedrooms and 2 full bathrooms with large ocean front lanais on each level. The townhouse style will accommodate...
Cute, Peaceful Budget-Minded Studio Condo with full kitchen and Hawaiian Decor
Located on the Princeville Resort Makai Golf Course, this peaceful, Hawaiian style 600 Sq Ft condo has a private lanai, dedicated parking and a pool on site. Between the golf course and the lanai is the Queen's Carriage tree tunnel trail where you can walk in about 5...
Prince Kuhio Poipu ~ Ocean View, quiet, comfortable, end unit-ground floor
Welcome to Kauaʻi's sunny Poʻipū. Enjoy a cozy comfortable stay in our superbly situated ground floor quiet, private end unit. This studio opens onto an east facing lanai with gentle trade winds overlooking the historical Prince Kuhio Park. Enjoy a slice of the...
A Princeville Suite for all your Needs
This comfortable island suite is only 15 minutes from magnificent Hanalei Bay and just a short stroll to Queen's Bath, Hideaways, and Aninni Beach. And a short distance to shopping and restaurants. This charming suite has a large living, dining area and one bedroom with...
Updated Oceanfront Condo with Stunning Views, Lanai, & Beach Access #614
*Panoramic Ocean, Sunset and Winter Whale Views*Favorite Beach Location*Updated, Clean CondoMana Kai 614 is a gorgeous, upper floor condo in a highly sought after building. Full ocean view, this home was recently updated with new kitchen and bathrooms. All convenience...
Kaanapali Royal Luxury Spacious Condo with Ocean View (sleeps 4-6)
Ocean View Condo within walking distance to Kaanapali Beach (voted one of the best beaches in America) and Whaler's Village, a popular dining and shopping complex! The spacious, over 1700 square foot property sits on the 16th fairway of the Royal Kaanapali Golf Course...
5A - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!
Hawaii Tax ID: W66713090-01 Oceanfront complex, one-bedroom, two-bath, single-level, ground-floor unit. REMODELED.Quiet location. NO TRAFFIC NOISE (you are in paradise there should be none), very close to beach and main pool pavilion (2 min walk). Beautiful Garden View...
Christmas/Xmas and New Year's Weeks 51 & 52 @ Marriot's Maui Ocean Club Hawaii
Christmas and New Year's Eve at the Marriott Maui Ocean Club doesn't need much of a detailed explanation and its pretty much equivalent to the best two weeks of the year in paradise.The listing is for a 1 Bed / 2 Bath Garden View Villa with one bedroom, living room, two...
Oceanfront Penthouse Condominium Spectacular Beachfront View
This Menehune Shores Condo is unit #620 and is an oceanfront/oceanview penthouse, which has 885 square feet with two bedrooms and two baths. The master bedroom is on the oceanside of the building and has a King-size bed. The second bedroom has a Queen bed plus a pull...
Modern Kaanapali Royal 2BR - Pool, Beach, Views, Golf Access
***Roof Update as of October ‘25 - Please be aware that Kaanapali Royal is completing some repairs in the common BBQ area and solar installation through mid November. There will be some daytime noise through this period. ***Kaanapali Royal - large modern two bedroom,...
2 BDRM w/ 5 Beds + 2 Bath + Parking + Peekaboo Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location! This renovated 1000 sq ft, 3 bedroom 2 bath with 2 balconies home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! This unit comes with 1 FREE dedicated parking stall...
Napili Shores A-201 - Get Your Spring/Summer 2025 Dates Booked Now!
Napili Shores A201 is an oceanfront studio unit within the Napili Shores Resort on the beautiful Island of Maui. The resort's A building directly faces and has an unobstructed view of beautiful Napili Bay, frequently called the Jewel of Maui. Swimming, snorkeling,...
Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more
Welcome to Sunny Poipu Beach! Enjoy this ground floor, newly decorated condo and relax on your private lanai while being steps to the sand. Surf spots, long walks and lifeguarded beach are at your fingertips. Fast 200mgb Wifi, fully stocked kitchen, free parking, 24...
Kona Cabana - ground-floor condo with ocean/golf views, pools & hot tub access
Country Club Villas 124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the stunning scenery from your expansive lanai, just steps from the 18th fairway of the Kona Country...
Kona Magic Sands Oceanfront Studio #307 with COOL A/C
COOL A/C!!! UNIT # 307 AT KONA MAGIC SANDS!We purchased this unit in 2017. Since then, we have made lots of upgrades to the already "good bones" of this unit. Check out our great reviews!!This unit is designed and set up for TWO ADULTS.We are sure that you will enjoy...
Welcome to Mango Cottage
PLEASE NOTE: Listed rates are based on two guests. An additional $40/nt per guest will be added. Please enclose the total number of guest when booking (including children)... Mango Cottage is an original beach house located at the private and quiet end of Puako Beach...
Hale Ohana, Private, Oceanview home w/pool, Licensed TAT home
Set on the slopes of Koko Kai, this spacious, two-story, family-style home offers panoramic ocean views and breathtaking sunset over Diamond Head. Decorated with a touch of island decor, this villa is perfect for indoor/outdoor living. The large full kitchen, two living...
Designer Renovated, One Bedroom, Free Parking, Washer/dryer, Walk To Beach
Newly renovated 1 BR/1 BA unit located 21/2 blocks from Waikiki Beach and one block from the International Market Place.Shopping, restaurants, grocery store, bus line and everything Waikiki has to offer are all within walking distance. 15th floor lanai...
LL A203 Gorgeous OceanFront 2BD w AC Sunset Ocean Views
Lokelani A203 Spacious 2Bedroom, 2Bathroom Condo with New AC System Throughout & Your Private Lanai 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...
nWestMaui 2 bed/2 bath ground floor condonOcean front resort close to beaches
WELCOME TO THE PAPAKEA RESORT IN WEST MAUI!! West Maui 2 bed/2 bath ground floor garden view condo.8Ocean front resort close to beachesCondo is being renovated for 2026! Pictures will be updated once condo is complete in January!!!Our condo has stainless appliances,...
1 Br Ocean View Getaway at Pali Ke Kua 108
Escape to Pali Ke Kua 108 and enjoy ocean views and a relaxing environment in this ground floor condo.This bright and sunny condo has an island style, open concept living room, dining room and kitchen, all with beautiful panoramic ocean views. Relax and enjoy Bali Hai...
Perfect Studio: AC, Pool, Private Bedroom, Lanai, Walk to Shops + Island Guide
Peaceful, Private, and Perfectly Located — Your North Shore Kauai Retreat Welcome to the Hala Hale — a guest-favorite described as “peaceful and sweet”, and an upgraded choice among studio-style condos in the area. Designed for comfort and privacy, this spacious...
Stunning 180° MAUI OCEAN VIEW 2 bdrm condo Island Surf 501
***NOTE: our building is exempt from BILL 9: We are a designated short term rental property in Kihei, that will not be subject to ANY rental bans that are currently being considered in Maui.***Check out our photos, check out our reviews, now here’s the highlights:•...
Golfers Dream Condo with Exclusive Golf Deals!
Welcome to Waikoloa Beach Villas K22 located on the 3rd Fairway on the New lakes course! This charming 2 bedroom 2 bathroom condo with lanai and BBQ will make you never want to leave The Gold Coast! The Waikoloa Beach Villas is a gated community within walking distance...
LOW April rates at only 139/nt! Reserve SOON! Sleeps 4
Welcome to our little piece of paradise – a cozy and stylish unit perfect for your Hawaiian getaway! Located in a prime location, this unit offers the perfect combination of tranquility and convenience. Situated away from tourist traffic, yet just across the street...
Honua Kai Ground Floor huge yard ~ Konea 142 ~1 minute walk to Pools/Beach/BBQs!
Aloha. After the devastating Lahaina fire, and with deep respect to the families and businesses that were affected, west Maui is welcoming guests back. By staying here and patronizing local businesses, you will be putting locals back to work and providing an important...
Cute, spacious rainforest cottage close to HVNP
Come and enjoy our lovely cottage, just minutes from Volcano Village and the world- renowned Hawaii Volcanoes National Park. This private home offers all the comforts of home in a beautiful, unique setting sure to relax and inspire you.This charming home is equipped...
Maui Resort Rentals: Ka'anapali Ali'i 121 – Luxuriously Remodeled 2BR/2BA Suite w/ Lush Garden Views!
Boasting over 1500 sq ft of luxurious interior living area, Alii 121 is a sophisticated 2BR/2BA residence offering guests the perfect space to gather and reconnect in comfort. Its bright open floor plan offers an upgraded modern kitchen that connects to a large dining...
Sweeping "WOW" Ocean Views from Every Room and Balcony - Penthouse Location
This condo offers guests Breathtaking, Panoramic views of the Pacific Ocean from every room in the home. The home is newly renovated and has a top/second floor, corner location at the very edge of the Pacific on the beautiful north coast of Kauai. What you hear are the...
Our Penthouse over the Pacific - A true gem that sleeps 4 is lovingly cared for.
Legally permitted vacation rental - Our Penthouse over the Pacific ☀ A true gem that sleeps 4 is lovingly cared for2947 Kalakaua Ave #PH01⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.🛏🛏When it comes to...
Ocean View Top Floor! Steps from Beach, AC All Rooms, Pool, Tennis-Summer Sale!
**December Special Deals - We just had cancellations for December Holiday season.Welcome to our Maui paradise home! Ocean View Top Floor, Sleep 4-5 - Maui Vista condo * Fujitsu tri-zone AC unit and celling fan in every room* New Upgraded LG 27" Front Load Washer &...
Luxurious Whaler Studio
Elegantly decorated, this third floor unit (#365) includes everything you need for a great vacation. Inside our condo you'll find a 50" tv with HBO and all the beach gear you need (chairs, umbrella, cooler and snorkel gear). The Whaler also provides complimentary pool...