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.
Ground-floor condo on golf course with pool, hot tub, gym, & on-site dining
Hali'i Kai 3BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the Big Island in style at this dreamy Waikoloa Beach condo. Whether you're hitting the links or the beach,...
Greate Ocean Veiw And Location! Waikiki Studio
Greate Ocean Veiw And Location! Waikiki StudioGreat Ocean View from 26th floor and Location! Waikiki Studio on Kuhio Avenue! Convenient!Enjoy a luxurious studio at Aston Pacific Monarch. Great location! Only 5minutes walk from the world famous Waikiki Beach, restaurant,...
Hawaiian Prinicess one bedroom 90/TVU-0093
Aloha! Welcome to the West side of Oahu where the sunsets are amazing and the beaches are serene! This newly furnished one bedroom one bath condo is available for nightly rental. You can also rent the adjoining unit and open both units up into one large 2 bedroom, 2...
Hale Kamaole 262 Second floor large condo, Ocean view!
This 2 bedroom with loft condo has a great view of the ocean from its private lanai! Room amenities include air conditioning, ceiling fans, high speed internet, cable TV, private lanai, washer and dryer, full kitchen, and in-room safe. Surrounded by beautifully...
Lovely home with lanai & enclosed courtyard, close to beach & restaurants
Maui Kamaole J105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You're going to love making new memories with your family in this lovely home located in beautiful Kihei! Gather...
Spacious & Peaceful 2 BR condo w/ Strong wifi in Kona town
Aloha, our spacious 2bedrooms downstairs apartment with full bathroom is the perfect place to call home as you enjoy the Big Island of Hawaii. Located in downtown Kona area, but in a quiet subdivision, you will find yourself perfectly situated within all the...
Charming Kam Sands 6-104 Ground Floor Garden Views
Welcome to one of the best locations in Kihei, Kamaole Sands 6-104. Start your Maui getaway here. This 1-bedroom/2-bath unit is perfect for small families or couples.Kamaole Sands offers amenities for the whole family with a large pool, small children's wading pool,...
Minutes to Kiahuna Beach - 2nd-floor condo with lanai, pool & hot tub
Kiahuna Plantation 325 - BLDG 39Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Young or old, quiet or outgoing, your ohana - family - will feel right at home at Kiahuna 325!...
Beach Bliss w/Awesome View, Hawaii Decor, WiFi, Full Kitchen–Waikīkī Shore #802
This two-bedroom two-bathroom suite, furnished with island-style décor, a full-size kitchen, breakfast bar with seating for six, furnished lanai, and washer/dryer, is the perfect home away from home in Waikīkī. You and your family will love the spacious...
Modern ocean view corner unit with natural light
Papakea K307 is a third-floor, 1-bedroom, 1-bathroom condo featuring an ocean view, air conditioning in the living room, and a fully stocked remodeled kitchen. The kitchen and bathroom feature spectacular Lumerian granite countertops and modern finishes. This...
Comfortable, Top Floor Condo within Walking Distance to Beach, Shops, and Restau
Hawaii Tax ID: TA-188-107-5712-01TMK: 390180030191Bedding Configuration: Downstairs bedroom: 1 Queen BedUpstairs loft: 1 Queen BedLuxury and comfort was my prime goal in designing this unit. I wanted the finest pillow top queen size mattress sets available, so your...
Stunning views from condo suite featuring private lanai deck
New floors June 2025 not pictured yet. Pool and ocean views from living room, relax in the a/c interior, or out on the large private view deck.Fourth floor "A" building sunny side 1 bedroom 2 bath condo suite located at Maui Sunset in sunny south Maui. Easy access to...
Oceanfront, Corner unit! - SK334 - Sullivan
Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine swimmable Kahana Bay...
Maui Banyan G-203a Steps to the Ocean! Highly Desirable G Building! Walk to the
Summary:Aloha and welcome to our studio condo, your home away from home! My family and I live on Maui and we are so excited to host your vacation. Don't get stuck with a major rental company that doesn't care about your individual group. We take pride in providing...
Large Studio w/ Pool sleeps six in comfort PLUS FREE PARKING INCLUDED!
++We are Including a Free Parking Spot with our Vacation Rental.++When it comes to relaxing with the whole family the whole family this oversized suite at the Palms is the perfect place to call home while visiting WaikikiFully remodeled with 2 new Queen beds and a...
Shores at Waikoloa Beach Resort 236 | Golf Views
Summary:Surrounded by golf course views of the Waikoloa Beach Resort, this family friendly townhome is the perfect way to explore the Big Island. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The tropical resort features luscious...
Steps to the Beach l Remodeled l Gareden & Ocean View l AC l vrKVR
In-Town Studio | Kona Islander Inn | Walk to Beach & DiningIndulge in the ultimate Big Island getaway at this newly renovated top-floor studio in the heart of Kailua-Kona. Located at the charming Kona Islander Inn on iconic Ali‘i Drive, this serene retreat is just...
KKSR#185 DIRECT OCEANFRONT TOWNHOME! NEWLY REMODELED!
**DIRECT OCEANFRONT LIVING AT IT'S FINEST!** Townhome#185 is an amazing DIRECT oceanfront property at a amazing value. Enjoy the privacy of a townhome. Living area & Kitchen downstairs, bedrooms upstairs. Wifi, Beach gear available to you for your convenience! The...
Private End Unit Oceanfront Getaway In Poipu!
Enjoy the ultimate beachfront escape in Koloa at this resort-style oceanfront condo, perfectly situated on Kauai’s majestic south shore. Located at Kuhio Shores, this spacious and inviting retreat puts you within walking distance of world-class beaches, top-rated...
Luxurious 1-Bedroom Oceanfront Condo: Breathtaking Views & Prime Maui Location
This exquisite one-bedroom condo is the perfect escape for your tropical getaway. With its unbeatable location, luxurious amenities, and breathtaking ocean views, you're guaranteed to have an unforgettable stay.Update on 2/24/2025 - The elevators on property will be...
Kona Kai B2, walking distance to the starting line of the world famous Ironman Triathlon
Kona Kai puts you right into the heart of Kona. Conveniently accessible to the biggest activities that Kona has to offer; 200 yards from the Ironman Triathlon start at the Kailua Kona Pier and the long-standing Kona Brew Fest. Shopping, dining, entertainment, swimming,...
NEW Two-Level condo in GREAT LOCATION
Situated in the island's most sought after resort of Pili Mai (LOCATION!!) this spacious two level condo simply breathes comfort and style. Open plan living area overlooks a little 'jungle' with mountain views in the back. The constant breeze brings in the sound of...
GC 179 Relaxing 3Bedroom Wailea Condo w AC Pools Hot Tub
FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S3)*One...
Tropical views just steps from Sugar Beach
No Resort or Parking Fees!Hono Kai C8 is a 2-bedroom, 2-bathroom condo that offers tropical views from the 3rd floor and high-vaulted ceilings. This property does not have an elevator. Unit C8 can accommodate up to 6 guests. Both the master and guest bedrooms are...
1 Bedroom Condo, 2 Queen Beds, Full kitchen & Free Parking
** As of April 2025 for approximately 10 - 14 months the pool deck at the Waikiki Banyan will be closed for renovations **The Waikiki Banyan is the perfect family friendly central location in Waikiki. A large swimming pool and several safe outdoor areas to relax and...
"BALIHAI GETAWAY" Hideaways Beach 126
FREE PARKING AND NO RESORT FEES. BALIHAI GETAWAY is a spectacular hawaiiana condo located beachfront above Hideaways Beach. Pali Ke Kua is a 22-acre resort condominium located on the north shore of Kauai in Princeville. It sits on a bluff 200 feet above the ocean and...
Steps to Beach Top-Floor Maui Vista Perch w/ Pools & Tennis - Walk to Dining
Maui Vista 2410Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located across the street from beautiful Charley Young Beach, this 2BR/2BA Maui Vista condo provides a classic, quaint...
"KA'ANAPALI SHORES GETAWAY" Ocean view 434
AMAZING KA'ANAPALI SHORESWelcome to the gorgeous Kaanapali coast on West Maui, where the Kaanapali Shores beachfront resort rests on 10 acres of white sand, tropical gardens, and flowing waterfalls. The resort boasts the quintessential Hawaii experience. -Condos with...
Royal Kahana 1211, Direct Ocean Views!
This property is hotel zoned, and not being affected by the recent proposed legislation.Maui Oceanfront Luxury Awaits - Top Floor Penthouse CondoNewly UpdatedWelcome to our top-floor penthouse condo in Kahana, where luxury meets location. This isn’t just a place to...
Modern corner studio in Waikiki. No resort fee
Newly renovated, clean and spacious studio in Waikiki. Unit is on 10th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, kitchenette, full bath and amazing ocean, canal, diamond head and mountain range views.Walk to Waikiki beach, Waikiki...
Secluded Corner Condo w/Nature Views, Wrap-Around Lanai, Free WiFi, Shared Pool
Paniolo Hale C1Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next escapade to Maunaloa will be unforgettable thanks to this 1,000+ sq. ft., garden/ocean view condo featuring...
Casa De Emdeko | Pool A/C & More!
Summary:A small family will love this recently upgraded Kailua-Kona condominium. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Welcome to Casa De Emdeko! Built in 1969, this charming and well-loved property is full of character and...
Ocean-view hideaway with pools, hot tub, tennis & grill - beaches await
Maui Kamaole G102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Hale Kamaole Condo w/Private Washer/Dryer & Shared Outdoor Pool- Small Dogs OK
Hale Kamaole 106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
The Watermark (WM1102) Luxury 11th-floor 2 BDR, balcony, AC, remote work
This luxury 11th-floor two-bedroom apartment with balcony, parking will surely become your sweet home away from home allowing you to conveniently work from Hawaii. You will be in close proximity to Waikiki Beach and Ala Moana Center.Upon arrival, you will step into a...
Island Sands Resort Condo w/ Free WiFi, Ocean View-Near Everything
Island Sands Resort 107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Spring Specials! Sweeping Ocean and Golf Course Views!
This is a wonderfully, updated condo in Waikoloa Village with sweeing ocean views! Don't miss out on staying here and enjoying quiet sunsets on the lanai overlooking the Trent Jones golf course with 180 views of the coastline. This complex offers the best views in...
Outstanding Oceanfront Views - Mahana 1017
Outstanding ocean front views on North Ka'anapali beach. Located in the Lanai Tower, enjoy heavenly sunsets from your living room AND bedroom. This condo has been totally remodeled and is tastefully decorated with an island style theme. The kitchen has granite counter...
Oceanfront condo with shared pool, hot tub, beach access & private balcony
Kona Bali Kai #351Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Big Island is just waiting to make your next vacation one for the books here at Kona Bali Kai #351. Sitting...
Waikomo Streams 203: Luxiuous 1BR Condo w/ Pool
Strolling the grounds of Waikomo Streams Villas in Po‘ipū is like walking through a tropical paradise. A bamboo forest, brightly colored flowers, and a waterfall spilling into a serene pond where multi-colored koi swim are all waiting to be discovered on the property...
Ground Floor Garden Studio - Kaanapali Villas B143
Maui Kaanapali Villas #B143 on the ground floor: Convenient ground floor garden view studio condo at the beautiful Maui Kaanapali Villas on Kaanapali Beach. Located in an excellent location in the Banyan Building with no stairs and the ability to walk right out your...
Maui Vista Condo w/ Pool & Tennis Courts - Walk to Beach & Local Restaurants
Maui Vista 2116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover island bliss at Maui Vista! Nestled across the street from the ocean, you can stroll to the soft sand at...
Kauhale Makai 512: Stunning views of the Pacific Ocean and Mountains
Enjoy a stunning view of the Pacific Ocean and the West Maui Mountains from this two (2) bedroom Condo. This unit has a queen bed in the master bedroom, two twin beds in the second bedroom and a pull-out sofa bed in the living room, allowing this unit to accommodate up...
Sugar Beach Resort 334: You will Feel like you're Sitting on the Water
Sit on your lanai and enjoy the Ocean Front views that will make you feel like you are sitting on the water. This third-floor condo has one bedroom and one bathroom. The bedroom has a king bed and the living room has a pull-out sofa bed, allowing this unit to...
Kona Bali Kai studio w/pool, spa, & WiFi - steps to Banyan Surf Beach
Kona Bali Kai #234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'As part of the exclusive Kona Bali Kai Resort, this updated studio features a private balcony. Take a dip in the...
Kihei Akahi C-607 | Ocean Views, Two Pools, Tennis
Unwind in paradise with this homey condo on the sixth floor. With its comfortable furnishings, community pool, an ideal location, you’re sure to have the vacation of a lifetime!Warm, wooden floors lead you into the bright and spacious living area of Kihei Akahi C-607....
Ocean-view condo on top floor with lagoon pool, hot tub, AC, W/D, great location
Maui Kamaole A214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Gardenia Studio #5
This beautifully renovated studio is located in the heart of Hilo town and is ready to welcome guests who will appreciate its transformed space. It features a bright and well-equipped environment that is both calming and inviting. The studio includes a new queen...
Tropical Maui Garden View Condo in Ocean Front Location just North of Kaanapali
Welcome to Maui Sands #6E. Just steps from the ocean with garden views in Honokowai. This second floor condo is on the corner of the building where you can find a peek-a-boo view of the ocean. There are stairs to the entrance, but no elevators. A window air conditioning...
Ground-floor getaway w/ a furnished patio, shared pools, grills, & shuffleboard
Plantation Hale E7Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This ground-floor home is in the perfect spot for the ultimate Kapa'a vacation. Inside this comfortable condo,...